Upcoming Halloween Events

Promenade 6th Annual "Trunk or Treat" Trick or Treating & Car Show

Promenade at Sunset Walk 25 Oct 2025
CAR-SHOWS FREE

Fae Wyld Ball: Golden Court (Fantasy Halloween Ball)

Osceola Council On Aging 18 Oct 2025
HALLOWEEN

3rd Annual Trunk or Treat by the Kissimmee Woman's Club

1616 W Oak St, Kissimmee, FL 34741-4080, United States 25 Oct 2025
TRUNK-OR-TREAT

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Upcoming Car Shows Events

All Girls car & bike show Halloween Edition

Wheel Pro kissimmee - OEM Wheels 19 Oct 2025
CAR-SHOWS

5th Annual Promenade Breast Cancer Awareness Car & Truck Show

Promenade at Sunset Walk 11 Oct 2025
CAR-SHOWS USD 0 TO 37

Promenade Sunset Walk & Real Radio 104.1 "Best of Challenge" Chili Edition

Promenade at Sunset Walk 4 Oct 2025
CONTESTS USD 0 TO 26

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Upcoming Live Music Events

Pj Sin Suela in Kissimmee

Sun On the Beach 11 Oct 2025
CONCERTS

The Promise Gathering 2025

1251 Marllo Rd 3 Oct 2025
CONCERTS FREE

Alianza Center Presents: Jafet Murguía & Daniel Díaz LIVE!

Gateway High School Auditorium 11 Oct 2025
ENTERTAINMENT USD 50

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Upcoming Comedy Events

Jeff Dunham at Silver Spurs Arena at Osceola Heritage Park

Silver Spurs Arena at Osceola Heritage Park 22 Nov 2025
TRIPS-ADVENTURES

Jeff Dunham

Silver Spurs Arena 21 Nov 2025
TRIPS-ADVENTURES

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Upcoming Food & Drinks Events

Kissimmee Senior Expo

Kissimmee Civic Centre 28 Oct 2025
BUSINESS FREE

Noche de Neon: Glow & Grub Weekend

5403 W Irlo Bronson Memorial Hwy 4 Oct 2025
FOOD-DRINKS FREE

Street Art & Eats: A Celebration of Fun & Flavor

5403 W Irlo Bronson Memorial Hwy 18 Oct 2025
ART FREE

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Upcoming Festivals Events

Pioneer Day

2491 Babb Rd, Kissimmee, FL 34746-5803, United States 8 Nov 2025
KIDS

Freestyle 40th Anniversary: George LaMond Trinere Shannon & Corina

Silver Spurs Arena 10 Oct 2025
TRIPS-ADVENTURES

Spooky Sazón: A Halloween Food Truck Fest

5403 W Irlo Bronson Memorial Hwy 31 Oct 2025
FOOD-DRINKS FREE

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Upcoming Rodeo Events

Boots Bulls & Barrels

Silver Spurs Arena 3 Oct 2025
CONTESTS

Boots, Bulls, and Barrels at Silver Spurs Arena at Osceola Heritage Park

Silver Spurs Arena at Osceola Heritage Park 4 Oct 2025
TRIPS-ADVENTURES

Boots, Bulls, and Barrels

Silver Spurs Arena at Osceola Heritage Park 4 Oct 2025
TRIPS-ADVENTURES

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Trending Events in Kissimmee

Osceola County Veterans Employment Resource Event

Osceola County Housing and Community Services 6 Nov 2025
WORKSHOPS FREE

Osceola Council on Aging 2025 Fall Community Resource Expo

700 Generation Point, Kissimmee, FL 8 Oct 2025
BUSINESS FREE

Boo On Broadway

421 Broadway, Kissimmee, FL, United States, Florida 34741 24 Oct 2025
KIDS

The Terror of Boggy Creek: Ride & Glide Halloween Nights OPENING NIGHT!

2001 E. Southport Road, Kissimmee, FL, United States, Florida 34746 3 Oct 2025
HALLOWEEN

Pop the Balloon Speed Dating.[Vendors Welcome]

Kissimmee 20 Aug 2025
SINGLES-PARTIES FREE

Kissimmee Collectorfest 2025 - Fall

Osceola Heritage Park 4 Oct 2025
KIDS

Movie in the Park: A Minecraft Movie

Kissimmee Lakefront Park 3 Oct 2025
ENTERTAINMENT

Monster Bulls

Silver Spurs Arena 13 Feb 2026
TRIPS-ADVENTURES

Feria Telemundo

Osceola Heritage Park 18 Oct 2025
LIVE-MUSIC

Osceola Magic - Puerto Rican Heritage Night + Hat Giveaway!

1875 Silver Spur Lane, Kissimmee, FL, United States, Florida 34744 8 Nov 2025
SPORTS

Kissimmee Fall Collectorfest 2025

1901 Chief Osceola Trl, Kissimmee, FL 34744-6112, United States 4 Oct 2025
KIDS

Barktoberfest - Dog Swim Event

Bob Makinson Aquatic Center 11 Oct 2025
DOG

Promenade 3rd Annual Halloween Costume Contest $1000's in Cash & Prizes!

Promenade at Sunset Walk 31 Oct 2025
CONTESTS FREE

NUC Nursing Destination School Orientation: Kissimmee

932 E Osceola Pkwy 4 Oct 2025
SPORTS FREE

KAIRO WORSHIP HERMOSO MOMENTO TOUR

Misión La Cosecha 2830 N Orange Blossom Trail, Kissimmee, FL 34744 18 Oct 2025
TRIPS-ADVENTURES

More things to do in Kissimmee